Hinsburg Test for Amines You will react the amine with a sulfonyl chloride forming an insoluble sulfonamide of a primary or secondary amine or the soluble salt of a tertiary amine. The insoluble sulfonamide of a primary amine will be made soluble in base (via removal of the slightly acidic proton on N) but that of a secondary amine will not (no proton on N to remove). • Use aniline, N-methylaniline and N,N- dimethylaniline for knowns.

Hinsburg Test for Amines You will react the amine with a sulfonyl chloride forming an insoluble sulfonamide of a primary or secondary amine or the soluble salt of a tertiary amine. The insoluble sulfonamide of a primary amine will be made soluble in base (via removal of the slightly acidic proton on N) but that of a secondary amine will not (no proton on N to remove). • Use aniline, N-methylaniline and N,N- dimethylaniline for knowns.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter23: Amines

Section: Chapter Questions

Problem 23.31P

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